Search Southwest Wisconsin Cottage Accommodations

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 June - 28 June
In three months
24 July - 26 July
In four months
21 Aug - 23 Aug

Our top choices for Southwest Wisconsin cottages

Smart TV

RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife
Princeton
10.0 out of 10, Exceptional, (41 reviews)
"We had a great stay in this cozy, clean property in a lovely location with a beautiful view. Super quiet area and conveniently located within minutes of hiking, paddling and antique shopping. Would definitely stay in this property again. "
United States
Jeff M.
The price is AU$294
includes taxes & fees
4 May - 5 May
RiverFront Cottage>Private Pier>Firepit & Wildlife
Exterior

Tiny House on the River

Tiny House on the River
Black River Falls
10.0 out of 10, Exceptional, (91 reviews)
"Very impressive tiny cabin we thoroughly enjoyed for the weekend away!"
United States
Caitlin G.
The price is AU$332
includes taxes & fees
13 May - 14 May
Tiny House on the River
Exterior

A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.6 out of 10, Exceptional, (123 reviews)
"This little house is a treasure. We loved staying there, and even on a subzero night it was cozy."
United States
Susan M.
The price is AU$344
includes taxes & fees
9 May - 10 May
A Comfy Cozy Cottage on Clowney
Exterior

Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.

Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.
Trempealeau
8.0 out of 10, Very good, (5 reviews)
"We loved the cleanliness, location, quietness, and friendliness of the property manager. It was a great value for the money. We will stay again and we highly recommend!"
United States
Tracey H.
The price is AU$235
includes taxes & fees
12 May - 13 May
Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.
Exterior

Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells

Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Wisconsin Dells
10.0 out of 10, Exceptional, (14 reviews)
"I really enjoyed staying at The Tin Fox. Peaceful location with a great view of the stars."
United States
Treveon M.
The price is AU$470
includes taxes & fees
29 Apr - 30 Apr
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
House (3 Bedrooms) | Interior

Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!

Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!
2.0 star property
Arkdale
The price is AU$398
includes taxes & fees
29 Apr - 30 Apr
Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!
Living area

The Minor House - A Cozy Stay in Shullsburg

The Minor House - A Cozy Stay in Shullsburg
Shullsburg
The price is AU$276
includes taxes & fees
3 May - 4 May
The Minor House - A Cozy Stay in Shullsburg
Exterior

Lakefront Couples Retreat | Hot Tub & Fireplace

Lakefront Couples Retreat | Hot Tub & Fireplace
Wild Rose
10.0 out of 10, Exceptional, (21 reviews)
"Great place! "
United States
Heather B.
The price is AU$500
includes taxes & fees
4 May - 5 May
Lakefront Couples Retreat | Hot Tub & Fireplace
Exterior

Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!

Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
Lyndon Station
9.8 out of 10, Exceptional, (37 reviews)
"Cozy place, well kept, good amenities. Host kept in touch and was responsive."
United States
Stephen J.
The price is AU$484
includes taxes & fees
29 Apr - 30 Apr
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
Outdoor dining

Johnny`s Lucky 13 at Island Pointe

Johnny`s Lucky 13 at Island Pointe
Wisconsin Dells
10.0 out of 10, Exceptional, (1 review)
"Everything was lovely"
United States
Robin B.
The price is AU$442
includes taxes & fees
29 Apr - 30 Apr
Johnny`s Lucky 13 at Island Pointe
Exterior

Walleye Waters Cottage

Walleye Waters Cottage
Briggsville
9.8 out of 10, Exceptional, (12 reviews)
"Nice place. Bathroom was a little small but it was peaceful and nice to get away"
United States
Stephanie M.
The price is AU$334
includes taxes & fees
12 May - 13 May
Walleye Waters Cottage
Property grounds

Bird House on Wisconsin River

Bird House on Wisconsin River
Wisconsin Dells
9.6 out of 10, Exceptional, (55 reviews)
"My family enjoyed it our stay very much"
United States
Barbara R.
The price is AU$769
includes taxes & fees
10 May - 11 May
Bird House on Wisconsin River
Exterior

Cozy A-Frame Cottage, Peaceful Location, HOT TUB, Fire Pit, King Bed, Near Dells

Cozy A-Frame Cottage, Peaceful Location, HOT TUB, Fire Pit, King Bed, Near Dells
Friendship
10.0 out of 10, Exceptional, (2 reviews)
"Kathy’s house is just perfect - beautifully decorated, super cozy, and full of charm. Every detail feels intentional, from the comfy furniture to the stylish touches throughout. A peaceful, picture-perfect retreat you won’t want to leave!"
United States
Alexis L.
The price is AU$594
includes taxes & fees
30 Apr - 1 May
Cozy A-Frame Cottage, Peaceful Location, HOT TUB, Fire Pit, King Bed, Near Dells
Exterior

Studio cottage at Lake Road Campground, near the Majestic Mississippi River.

Studio cottage at Lake Road Campground, near the Majestic Mississippi River.
Trempealeau
9.8 out of 10, Exceptional, (6 reviews)
"Very clean and cute small cottage for 2"
United States
Lin N.
The price is AU$218
includes taxes & fees
30 Apr - 1 May
Studio cottage at Lake Road Campground, near the Majestic Mississippi River.
House (3 Bedrooms) | Interior

Private Hot Tub, Deck! Group Getaway in Friendship

Private Hot Tub, Deck! Group Getaway in Friendship
3.0 star property
Friendship
The price is AU$762
includes taxes & fees
29 Apr - 30 Apr
Private Hot Tub, Deck! Group Getaway in Friendship
Front of property

Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow
3.0 star property
Winona
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
The price is AU$320
includes taxes & fees
29 Apr - 30 Apr
Big River Escape Parkside Bungalow
Exterior

Blue Beach Cottage - 5 Minute Walk to Private Beach!

Blue Beach Cottage - 5 Minute Walk to Private Beach!
Delavan
9.6 out of 10, Exceptional, (17 reviews)
"Host was very responsive and welcoming. The home was very nice and the dogs loved the fenced in yard. "
United States
Paul S.
The price is AU$786
includes taxes & fees
29 Apr - 30 Apr
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Exterior

The (Veteran Owned) Hanover Hangout Guesthouse - cozy cottage w/ privacy + fun

The (Veteran Owned) Hanover Hangout Guesthouse - cozy cottage w/ privacy + fun
Hanover
10.0 out of 10, Exceptional, (18 reviews)
"Property was very clean and beautifully decorated. It was a perfect little getaway. We look forward to staying there again."
United States
Mike C.
The price is AU$253
includes taxes & fees
2 May - 3 May
The (Veteran Owned) Hanover Hangout Guesthouse - cozy cottage w/ privacy + fun
Exterior

Indiglo Cottage on Pine River

Indiglo Cottage on Pine River
Poy Sippi
9.2 out of 10, Wonderful, (30 reviews)
"It was comfortable with a large kitchen and right on the river!"
United States
Raina T.
The price is AU$332
includes taxes & fees
5 May - 6 May
Indiglo Cottage on Pine River
Outdoor dining

Relaxing Taylor Lake Retreat directly on the Chain of Lakes

Relaxing Taylor Lake Retreat directly on the Chain of Lakes
Chain O' Lakes
9.0 out of 10, Wonderful, (22 reviews)
"Very nice relaxing spot on the water! "
United States
Paige W.
The price is AU$606
includes taxes & fees
29 Apr - 30 Apr
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwest Wisconsin Hotel Reviews

Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

10/10 Excellent
"."
Jorge 2-night trip
Posted 2 hours ago
Best Western Plus InnTowner Madison

Find out more about Southwest Wisconsin

Southwest Wisconsin Cottages information

Number of reviews
469
Accommodation
92 Cottages
Lowest Price
AU$218
Highest Price
AU$786

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Rates for cottages in Southwest Wisconsin range between AU$218 and AU$786 per night. No matter your budget, you're sure to find the perfect place to soak up nature's beauty. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Southwest Wisconsin?
Southwest Wisconsin has 92 cottages to pick from. Enter your destination, click on your travel dates and arrange your perfect trip today.
What is there to do in Southwest Wisconsin near my cottage?
The best accessory to take on your Southwest Wisconsin getaway is an exciting itinerary! Mt. Olympus Water and Theme Park, Noahs Ark Waterpark and Chula Vista Waterparks are among the biggest sights if you're staying in Wisconsin Dells. La Crosse also lures travellers with its wonderful attractions, such as Childrens Museum of La Crosse. Need more travel inspo? Find time for Shenanigans Entertainment Centre & Sports Bar and St. Rose of Viterbo Convent too.

Explore a world of travel with Expedia